WO1999029283A2

WO1999029283A2 - Utilization of detergent mixtures containing ester quaternaries and alkoxylated fatty acid amidoamines for producing cosmetic preparations

Info

Publication number: WO1999029283A2
Application number: PCT/EP1998/007699
Authority: WO
Inventors: Joaquin Bigorra; Rafael Pi Subirana; Esther Prat Queralt
Original assignee: Cognis Deutschland Gmbh
Priority date: 1997-12-08
Filing date: 1998-11-28
Publication date: 1999-06-17
Also published as: EP1037599A2; DE59812095D1; DE19754283B4; JP2001525349A; EP1037599B1; DE19754283A1; ES2230743T3; WO1999029283A3

Abstract

The invention relates to the utilization of detergent mixtures containing (a) ester quaternaries which can be obtained by the condensation of fatty acids with alkanolamines and subsequent quaternization of the alkanolamine oligo-ester, and (b) addition products of alkene oxides on fatty acid amidoamines of Formula (IV). The detergent mixtures comprise, for example, the advantage over existing products in that they give keratin fibers a pleasant soft touch and simultaneously improve their ability to be combed.

Description

Use of detergent mixtures

Field of the Invention

The invention relates to the use of detergent mixtures containing esterquats and alkoxylated fatty acid amidoamines for the production of cosmetic preparations.

State of the art

In the course of increasing demands on biodegradability, quaternary fatty acid alkoanolime ester salts, the so-called “esterquats”, have displaced tetraalkyammonium compounds as cationic surfactants both for the manufacture of fabric softeners and for hair softening. Overviews of this topic are, for example, by Ruchta et al. In Tens .Surf.Det., 30, 186 (1993), M.Brock in Tens.Surf.Det. 30, 394 (1993), R. Lagerman et al. In J.Am.Oil.Chem.Soc, 71 _> 97 (1994) and I.Shapiro in Cosm.Toil. 109, 77 (1994), but there is a desire in the market for products with further improved properties.

In this connection, reference is made to German Patent DE-C2 3926740 (REWO), in which fabric softening agents are proposed which contain esterquats and alkoxylated fatty acid amidoamines.

The complex object of the invention was therefore to provide detergent mixtures which have improved anti-static and anti-static properties and complete biodegradability, have a sufficiently high viscosity, but do not thicken and form gels during storage, and finally without the use of alcohols are easily soluble with water in any ratio. Description of the invention

The invention relates to the use of detergent mixtures containing

(a) ester quats obtainable by condensation of fatty acids with alkanolamines and subsequent quaternization of the alkanolamine oligoesters, and

(b) Addition products of alkylene oxides with fatty acid amidoamines

for the production of cosmetic preparations, in particular hair care and hair conditioning agents.

It has surprisingly been found that the mixtures to be used according to the invention have an advantageously high and stable viscosity. The preparations can be diluted with water in any quantity and can then be used immediately as a hair care or conditioning agent. They give keratin fibers a particularly pleasant soft feel, and they also considerably reduce the static charge between the fiber filaments. It is advisable to add fatty alcohols or emulsifiers to the mixtures to achieve a higher viscosity.

Esterquats

The term "esterquats" is generally understood to mean quaternized fatty acid triethanolamine ester salts. These are known substances which can be obtained by the relevant methods of preparative organic chemistry. In this connection, reference is made to the international patent application WO 91/01295 (Henkel ), after which triethanolamine is partially esterified with fatty acids in the presence of hypophosphorous acid, air is passed through and then quaternized with dimethyl sulfate or ethylene oxide. German Patent DE-C1 4308794 (Henkel) also discloses a process for the preparation of solid ester quats in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols. The quaternized fatty acid triethanolamine ester salts follow, for example, the formula (I),

R ⁴

I.

[R ¹ CO- (OCH2CH2) mOCH ₂ CH2-N ⁺ .CH2CH2θ- (CH ₂ CH2θ) nR ² ] X- (I)

in which R CO for an acyl radical with 6 to 22 carbon atoms, R ² and R ³ independently of one another for hydrogen or R CO, R ⁴ for an alkyl radical with 1 to 4 carbon atoms or a (CH∑CH _∑ O ^ H- Group, m, n and p in total for 0 or numbers from 1 to 12, q for numbers from 1 to 12 and X for halide, alkyl sulfate or alkyl phosphate. Typical examples of ester quats which can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachic acid, behenic acid and erucic acid and their technical mixtures , as they occur, for example, in the pressure splitting of natural fats and oils. Technical C12 / 18 coconut fatty acids and in particular partially hardened Ci6 / ßβ-tallow or palm fatty acids as well as elaidic acid-rich Ci6 / ιβ fatty acid cuts are preferably used. The fatty acids and the triethanolamine can be used in a molar ratio of 1.1: 1 to 3: 1 to produce the quaternized esters. With regard to the application properties of the esterquats, a use ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1 has proven to be particularly advantageous. The preferred esterquats are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from technical C16 / 18-tallow or palm fatty acid (iodine number 0 to 40). From an application point of view, quaternized fatty acid triethanolamine ester salts of the formula (I) have proven to be particularly advantageous in which R ¹ CO for an acyl radical having 16 to 18 carbon atoms, R ² for R ¹ CO, R ³ for hydrogen, R ⁴ for a methyl group , m, n and p is 0 and X is methyl sulfate.

In addition to the quaternized fatty acid ethanolamine esters, quaternized ester salts of fatty acids with diethanolalkylamines of the formula (II) may also be used as ester quats.

R ⁴

I [RiCO- (OCH2CH2) mOCH2CH2-N ⁺ -CH ₂ CH ₂ 0- (CH2CH2θ) nR ² ] X "(II)

in which R ¹ CO for an acyl radical with 6 to 22 carbon atoms, R ² for hydrogen or R ¹ CO, R ⁴ and R ⁵ independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.

Finally, the quaternized ester salts of fatty acids with 1,2-dihydroxypropyidialkylamines of the formula (III) should be mentioned as a further group of suitable ester quats.

R ⁶ 0- (CH ₂ CH2θ) _m OCR ¹

I I

[R ⁴ -N ⁺ -CH ₂ CHCH2θ- (CH2CH2θ) nR ² ] X ^" (III)

I.

R7

in which R ¹ CO represents an acyl radical having 6 to 22 carbon atoms, R ^{2 represents} hydrogen or R ¹ CO, R ⁴ , R ⁶ and R ⁷ independently of one another are alkyl radicals having 1 to 4 carbon atoms, m and n in total are 0 or numbers from 1 to 12 and X is halide, alkyl sulfate or alkyl phosphate.

With regard to the selection of the preferred fatty acids and the optimal degree of esterification, the examples given for (I) also apply to the esterquats of the formulas (II) and (III). The esterquats usually come on the market in the form of 50 to 90% strength by weight alcoholic solutions, which can be diluted with water if required.

Alkoxylated fatty acid amidoamines

Alkoxylation products of fatty acid amidoamines are also known from the literature and preferably follow the formula (II),

R ⁹ (OA) _z HR ¹⁰

I I I

R ⁸ CO-N- (CHRi ² ) p- [N- (CHR ³ ) _q ] _y N-Riι (II)

in R ⁸ CO for an aliphatic, linear or branched, saturated or unsaturated acyl radical with 6 to 22 carbon atoms, R ⁹ and R ¹⁰ independently of one another for hydrogen or an optionally h yd roxy-substituted alkyl radical with 1 to 4 carbon atoms, R ¹¹ for hydrogen, an alkyl radical with 1 to 4 carbon atoms or R ⁸ CO, R ¹² and R ¹³ independently of one another for hydrogen or a methyl group, A for a linear or branched alkylene group with 2 to 4 carbon atoms, p and q independently of one another for numbers from 1 to 3, y stands for numbers from 1 to 3 and z stands for numbers from 1 to 20.

To prepare them, dialkylenetriamines or trialkylenetetramines are usually used, which are first esterified with 1 to 2 mol of carboxylic acid and then reacted in a manner known per se with insertion into the free NH bonds with alkylene oxides, preferably ethylene oxide. Typical examples of suitable oligoamines are diethylenetriamine, dipropylenetriamine, triethylenetetramine and tripropylenetetramine and mixtures thereof. Suitable carboxylic acids are the fatty acids having 6 to 22 carbon atoms, such as, for example, caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid, linoleic acid , Arachic acid, gadoleic acid, behenic acid and erucic acid as well as their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen oxosynthesis or in the dimerization of unsaturated fatty acids. Technical fatty acids with 12 to 18 carbon atoms, such as coconut, palm, palm kernel, are preferred. or tallow fatty acid, preferably in hardened or partially hardened form. It has proven to be particularly advantageous to use the carboxylic acids in amounts such that diamides result on average. For reasons of application technology, alkoxylated fatty acid amidoamines of the formula (IV) are furthermore preferred, in which R ⁸ CO is a linear, saturated acyl radical having 12 to 18 carbon atoms, R ⁹ , R ¹⁰ , R ¹¹ and R ^{12 are} each hydrogen, R ¹¹ for R ⁸ CO, A for an ethylene group, p and q each for 2, y for 1 and z for numbers from 5 to 10.

The alkoxylation can be carried out in a manner known per se, i.e. Ethylene oxide, propylene oxide or mixtures thereof are in the presence of acidic, but preferably basic catalysts, such as e.g. Sodium methylate or calcined hydrotalcite. Non-ionic compounds are formed which, however, are rapidly protonated in acidic solution and then exhibit pseudo-cationic behavior.

For the purposes of the invention, the detergent mixtures can contain components (a) and (b) in a weight ratio of 10:90 to 90:10, preferably 25:75 to 75:25 and in particular 60:40 to 80:20.

Industrial applicability

The detergent mixtures can be used to produce the cosmetic preparations in amounts of 1 to 50, preferably 5 to 35 and in particular 10 to 25% by weight. Apart from the possibility of using the mixtures directly for the stated purpose, the simplest form of use is to dilute them with water to the desired application concentration.

Surfactants

In this context, it is possible to add further additives to the preparations, in particular further surfactants which are compatible with components (a) and (b). These are primarily other non-ionic or cationic or amphoteric or zwitterionic surfactants. Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, optionally partially oxidized alk (en) yloligoglycosides or especially glucoramides-acidic vegetable glucose acids, vegetable glucoronic acid protein derivatives, and fatty acid glucoramides Wheat-based products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution. Typical examples Games for cationic surfactants are quaternary ammonium compounds and monomeric ester quats, especially quaternized fatty acid trialkanolamine ester salts. Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines. The surfactants mentioned are exclusively known compounds. With regard to the structure and manufacture of these substances, reference is made to relevant reviews, for example J.Falbe (ed.), "Surfactants in Consumer Products", Springer Verlag, Berlin, 1987, pp. 54-124 or J.Falbe (ed.), "Catalysts, Surfactants and mineral oil additives ", Thieme Verlag, Stuttgart, 1978, pp. 123-217.

Auxiliaries and additives

Depending on the intended use, i.e. textile or hair softening, the preparations obtainable using the detergent mixtures may contain other typical auxiliaries and additives than are: oil bodies, emulsifiers, superfatting agents, pearlescent waxes, stabilizers, consistency agents, thickeners, cation polymers, silicone compounds, biogenic Active ingredients, anti-dandruff agents, film formers, preservatives, hydrotropes, solubilizers, UV light protection filters, insect repellents, self-tanners, perfume oils, dyes and the like:

Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10 carbon atoms, esters of linear C6-C22 fatty acids with linear C6-C22 fatty alcohols, esters of branched C6-Ci3-carboxylic acids with linear Cδ-C∑ come as oil bodies, for example ∑-fatty alcohols, esters of linear C6-C22 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of linear and / or branched fatty acids with polyhydric alcohols (such as propylene glycol, dimerediol or trimer triol) and / or Guerbet alcohols, triglycerides Based on C6-Cι ₀ fatty acids, liquid mono- / di- / triglyceride mixtures based on Cβ-Cis fatty acids, esters of C6-C22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, especially benzoic acid, vegetable oils, branched primary alcohols, substituted cyclohexanes, linear C6-C22 fatty alcohol carbonates, Guerbet carbonates, esters of benzoic acid with linear and / or branched C6-C-22 alcohols (e.g. Finso lv® TN), dialkyl ethers, ring opening products of epoxidized fatty acid esters with polyols, silicone oils and / or aliphatic or naphthenic hydrocarbons.

Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:

(1) Adducts of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols with 8 to 22 C atoms, with fatty acids with 12 to 22 C atoms and with alkylphenols with 8 to 15 C atoms in the Alkyl group; (2) C12 / 18 fatty acid monoesters and diesters of adducts of 1 to 30 moles of ethylene oxide with glycerol;

(3) glycerol monoesters and diesters and sorbitan monoesters and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and their ethylene oxide addition products;

(4) alkyl mono- and oligoglycosides with 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs;

(5) adducts of 15 to 60 moles of ethylene oxide with castor oil and / or hardened castor oil;

(6) polyol and especially polyglycerol esters such as e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxystearate or polyglycerol dimerate. Mixtures of compounds from several of these classes of substances are also suitable;

(7) adducts of 2 to 15 moles of ethylene oxide with castor oil and / or hardened castor oil;

(8) partial esters based on linear, branched, unsaturated or saturated C6 / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerin, pentaerythritol, dipentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside - glucoside) and polyglucosides (eg cellulose);

(9) trialkyl phosphates and mono-, di- and / or tri-PEG-alkyl phosphates;

(10) wool wax alcohols;

(11) polysiloxane-polyalkyl-polyether copolymers or corresponding derivatives;

(12) mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 1165574 and / or mixed esters of fatty acids with 6 to 22 carbon atoms, methyl glucose and polyols, preferably glycerol and

(13) Polyalkylene glycols.

The adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are homogeneous mixtures, whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out. C12 / 18 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE-PS 20 24051 as refatting agents for cosmetic preparations.

Cβ / iβ alkyl mono- and oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms. With regard to the glycoside residue, both monoglycosides in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to preferably about 8 are suitable. The degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products. Zwitterionic surfactants can also be used as emulsifiers. Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule. Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkyldimethylammonium glycinate, N-acylamino propyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxyl -3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate. The fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred. Suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are surface-active compounds which, in addition to a Cβ-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO3H group in the molecule and are capable of forming internal salts. Examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12 / 18-acylsarcosine. In addition to the ampholytic emulsifiers, quaternary emulsifiers are also suitable, those of the ester quat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.

Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.

Pearlescent waxes, for example, are: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxysubstituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms and 2 to 10 hydroxyl groups and mixtures thereof.

Mainly fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and also partial glycerides come into consideration as consistency agents. A combination of these is preferred Substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates. Suitable thickeners are, for example, polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, furthermore higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylic amides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes such as sodium chloride and ammonium chloride.

Suitable cationic polymers are, for example, cationic cellulose derivatives, e.g. a quaternized hydroxyethyl cellulose available under the name Polymer JR 400® from Amerchol, cationic starch, copolymers of diallyl ammonium salts and acrylamides, quaternized vinyl pyrrolidone / vinyl imidazole polymers such as e.g. Luviquat® (BASF), condensation products of polyglycols and amines, quaternized collagen polypeptides, such as lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L / Grünau), quaternized wheat polypeptides, polyethyleneimine, cationic silicone polymers, e.g. Amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine (Cartaretine® / Sandoz), copolymers of acrylic acid with dimethyldiallyiammonium chloride (Merquat® 550 / Chemviron), polyaminopolyamides, e.g. described in FR-A 2252840 and its crosslinked water-soluble polymers, cationic chitin derivatives such as quaternized chitosan, optionally microcrystalline, condensation products of dihaloalkylene, such as e.g. Dibromobutane with bisdialkyiamines, e.g. Bis-dimethylamino-1,3-propane, cationic guar gum, such as e.g. Jaguar® CBS, Jaguar® C-17, Jaguar® C-16 from Celanese, quaternized ammonium salt polymers such as e.g. Mirapol® A-15, Mirapol® AD-1, Mirapol® AZ-1 from Miranol.

Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature. Typical examples of fats are glycerides; waxes include beeswax, carnauba wax, candelilla wax, montan wax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, for example cetylstearyl alcohol or partial glycerides. Metal salts of fatty acids such as magnesium, aluminum and / or zinc stearate can be used as stabilizers. Biogenic active substances are, for example, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, plant extracts and vitamins. Climbazole, octopirox and zinc pyrethione can be used as antidandruff agents. Common film formers are, for example, chitosan, micro- Crystalline chitosan, quaternized chitosan, poly vinylpyrrolidone, vinyl pyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives, collagen, hyaluronic acid or its salts and similar compounds. Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types (Goodrich) can serve as swelling agents for aqueous phases.

UV light protection filters are organic substances which are able to absorb ultraviolet rays and the absorbed energy in the form of longer-wave radiation, e.g. To give off heat again. UVB filters can be oil-soluble or water-soluble. As oil-soluble substances e.g. to call:

3-benzylidene camphor and its derivatives, e.g. 3- (4-methylbenzylidene) camphor;

4-aminobenzoic acid derivatives, preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and amyl 4- (dimethylamino) benzoate;

• esters of cinnamic acid, preferably 2-ethylhexyl 4-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3-phenylcinnamate (octocrylene);

• esters of salicylic acid, preferably salicylic acid 2-ethylhexyl ester, salicylic acid 4-isopropylbenzyl ester, salicylic acid homomethyl ester;

• Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-methoxybenzophenone;

• Esters of benzalmalonic acid, preferably di-2-ethylhexyl 4-methoxybenzmalonate;

Triazine derivatives, e.g. 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and octyltriazone.

Propane-1,3-dione, e.g. 1- (4-tert-butylphenyl) -3- (4'methoxyphenyl) propane-1,3-dione;

Possible water-soluble substances are:

• 2-phenyibenzimidazole-5-sulfonic acid and its alkali, alkaline earth, ammonium, alkylammonium, alkanolammonium and glucammonium salts;

• Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;

Sulfonic acid derivatives of 3-benzylidene camphor, e.g. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bornylidene) sulfonic acid and their salts.

Derivatives of benzoylmethane, such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione or 1-phenyl-3-, are particularly suitable as typical UV-A filters. (4'-isopropylphenyl) propane-1,3-dione. The UV-A and UV-B filters can of course also be used in mixtures. In addition to the soluble substances mentioned, insoluble pigments, namely finely dispersed metal oxides or salts, such as, for example, titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate are also suitable for this purpose. The Particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They can have a spherical shape, but it is also possible to use particles which have an ellipsoidal shape or shape which differs from the spherical shape in some other way. In addition to the two aforementioned groups of primary light stabilizers, secondary light stabilizers of the antioxidant type can also be used, which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C).

Hydrotropes such as ethanol, isopropyl alcohol or polyols can also be used to improve the flow behavior. Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups. Typical examples are

• glycerin;

Alkylene glycols, such as, for example, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;

Technical oligoglycerol mixtures with a degree of self-condensation of 1.5 to 10, such as technical diglycerol mixtures with a diglycerol content of 40 to 50% by weight;

• Methyl compounds, such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;

• Lower alkyl glucosides, in particular those with 1 to 8 carbons in the alkyl radical, such as methyl and butyl glucoside;

Sugar alcohols with 5 to 12 carbon atoms, such as sorbitol or mannitol,

• Sugar with 5 to 12 carbon atoms, such as glucose or sucrose;

Aminosugars, such as glucamine.

Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid. N, N-diethyl-m-touluamide, 1, 2-pentanediol or Insect repellent 3535 are suitable as insect repellents, and dihydroxyacetone is suitable as a self-tanner.

Perfume oils include extracts from flowers (lavender, roses, jasmine, neroli), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway seeds, juniper), fruit peels (bergamot, lemon, oranges), roots (Macis, Angeiica, Celery, Cardamom, Costus, Iris, Calmus), woods (sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemon grass, sage, thyme), needles and twigs (spruce , Fir, pine, mountain pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials such as musk, civet and castoreum are also suitable. As a synthetic or semi-synthetic par-

n Ambroxan, eugenol, isoeugenol, citronellal, hydroxycitronellal, geraniol, citronellol, geranyiacetate, citral, ionone and methylionone are suitable.

The dyes which can be used are those substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes" by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.

The total proportion of auxiliaries and additives can be 1 to 50, preferably 5 to 40,% by weight, based on the composition. The agents can be produced by customary cold or hot processes; the phase inversion temperature method is preferably used.

Examples

Application engineering examples. Seven detergent mixtures were prepared and tested for viscosity, storage stability, solubility, dispersibility, soft hand and wet combability. The Brookfield viscosity was tested in an RVF viscometer (spindle 1, 10 rpm). The soft grip was determined after a forced application of the test mixtures to cotton fabric by a panel of 6 experienced testers. Here, (1) means very soft, (2) soft, (3) hard and (4) very hard. The average values of the panel from three test cycles are given. To determine the combability, the static charge between the fiber filaments before and after treatment with 1% by weight test solutions was determined, which is a measure of the combing work. Mixtures 1 to 5 are according to the invention, and mixtures V1 and V2 are used for comparison. The results are summarized in Table 1.

Table 1

Composition and performance (pH = 3.1) - quantities as% by weight

1) Triethanolamine reacted with 1.9 mol of partially hydrogenated palm fatty acid, methyl-quartz, methosulfate salt

2) Diethylenetriamine, reacted with 2 mol of tallow fatty acid, 7EO adduct

Claims

claims

1. Use of detergent mixtures containing

(b) Addition products of alkylene oxides with fatty acid amidoamines

for the manufacture of cosmetic preparations.

2. Use according to claim 1, characterized in that esterquats of the formula (I) are used,

R ⁴

I.

[RiCO- (OCH ₂ CH2) _m OCH2CH2-N ⁺ -CH ₂ CH2θ- (CH2CH2θ) nR ² ] X "(I)

I.

CH2CH2θ (CH CH2θ) _P R ³

in which R ¹ CO is an acyl radical having 6 to 22 carbon atoms, R ² and R ^{3 are} independently hydrogen or R ¹ CO, R ^{4 is} an alkyl radical having 1 to 4 carbon atoms or a (CH2CH2θ) _q H group, m, n and p in total stand for 0 or numbers from 1 to 12, q stands for numbers from 1 to 12 and X stands for halide, alkyl sulfate or alkyl phosphate.

3. Use according to claim 1, characterized in that esterquats of the formula (II) are used,

R ⁴

I [RiCO- (OCH2CH2) mOCH ₂ CH2-N ⁺ -CH2CH2θ- (CH2CH2θ) _n R ² ] X- (II)

4. Use according to claim 1, characterized in that esterquats of the formula (III) are used,

[R .N ⁺ .CH2CHCH2θ- (CH2CH2θ) nR ² ] X "(III)

IR ⁷

in which R ¹ CO for an acyl radical with 6 to 22 carbon atoms, R ² for hydrogen or R ¹ CO, R ⁴ , R ⁶ and R ⁷ independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.

5. Use according to claims 1 to 4, characterized in that alkoxylated fatty acid amidoamines of the formula (IV) are used as component (b),

I I I

R8CO-N- (CHRi) p- [N- (CHR ¹³ ) _q ] _y NR ¹¹ (IV)

in R ⁸ CO for an aliphatic, linear or branched, saturated or unsaturated acyl radical with 6 to 22 carbon atoms, R ⁹ and R ¹⁰ independently of one another for hydrogen or an optionally hydroxyl-substituted alkyl radical with 1 to 4 carbon atoms, R ¹¹ for hydrogen, an alkyl radical with 1 to 4 carbon atoms or R ⁸ CO, R ¹² and R ¹³ independently of one another for hydrogen or a methyl group, A for a linear or branched alkylene group with 2 to 4 carbon atoms, p and q independently of one another for numbers from 1 to 3, y stands for numbers from 1 to 3 and z stands for numbers from 1 to 20.

6. Use according to claim 5, characterized in that fatty acid amidoamines of the formula (IV) are used as component (b) in which R ⁸ CO is a linear, saturated acyl radical having 12 to 18 carbon atoms, R ⁹ , R ¹⁰ , R ¹² and R ¹³ each represents hydrogen, R ^{11 represents} R ³ CO, A represents an ethylene group, p and q each represents 2, y represents 1 and z represents numbers from 5 to 10.

7. Use according to claims 1 to 6, characterized in that components (a) and (b) are used in a weight ratio of 90:10 to 10:90.

8. Use according to claim 7, characterized in that components (a) and (b) are used in a weight ratio of 60:40 to 80:20.

9. Use of the detergent mixtures according to claims 1 to 8 for the production of hair care products.

10. Use of the detergent mixtures according to claims 1 to 8 for the production of hair conditioning agents.